Methanol → HCID 21835784, compound

HRID 1741346Notes

Reaction equation

HRID 1741346 reaction equation
[C:1]([CH:4]=[N:5][C:6]1[C:7](=[CH:11][CH:12]=[C:13]([Cl:15])[CH:14]=1)[C:8]([OH:10])=[O:9])([OH:3])=[O:2].S(=O)(=O)(O)O.[CH3:21]O>>[C:1]([CH:4]=[N:5][C:6]1[C:7](=[CH:11][CH:12]=[C:13]([Cl:15])[CH:14]=1)[C:8]([OH:10])=[O:9])([O:3][CH3:21])=[O:2]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 19597249HCID 19597249, compound

Product 1

HCID 21835784HCID 21835784, compoundYield 75%

Procedure

5 g (21.8 mmol) of N-carboxymethylene-4-chloro-anthranilic acid are introduced into 50 ml of methanol, and 222 mg (2.3 mmol) of sulfuric acid are added. The mixture is heated under reflux for 4 hours and then cooled to room temperature. The product which has precipitated out is filtered off with suction, washed with methanol and dried. 4.0 g (16.4 mmol; 75%) of N-carbomethoxymethylene-4-chloro-anthranilic acid are obtained.

Workup

  1. additionare added
  2. temperatureThe mixture is heated
  3. temperatureunder reflux for 4 hours
  4. customThe product which has precipitated out
  5. filtrationis filtered off with suction
  6. washwashed with methanol
  7. customdried

Sources & evidence

ORD record
ord-3538cb7a63f74ebdb6df8369c1f5f836
Source dataset
uspto-grants-1999_10
Patent number
US05973189

Reaction notes

Loading…